I'll fix that. It's only a first release so far.
Yes, it repoints to free space automatically. It also makes sure that there is enough free space for the cry to be written. As for the overwrite thing, I'm going to try and figure that out.
Yes, but most cries don't work over that length from what I've seen.
1. Not yet, but I'll add that support.
2. You need .NET runtime v4.0. Google it, and it should be the first link.
As of now, I'll be fixing the spelling error(s), speeding up the process of inserting, switching the audio library to one without an ad, and adding online updates. After I get those things out of the way, I'll add more "fun stuff" like pitch adjustment, possibly speed adjustment, cry swapping, and so on.